Trifluoroacetic acid → 5-(4-Fluorophenyl)-1-methyl-1H-pyrazole-3-carboxaldehyde

HRID 271298ノート

反応式

HRID 271298 の反応式
C[O:2][CH:3](OC)[C:4]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[N:6]([CH3:16])[N:5]=1.FC(F)(F)C(O)=O>O>[F:15][C:12]1[CH:11]=[CH:10][C:9]([C:7]2[N:6]([CH3:16])[N:5]=[C:4]([CH:3]=[O:2])[CH:8]=2)=[CH:14][CH:13]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 586948315-(4-fluorophenyl)-1-methyl-1H-pyrazol-3-carboxaldehyde dimethyl acetal

生成物 1

HCID 288086345-(4-Fluorophenyl)-1-methyl-1H-pyrazole-3-carboxaldehyde

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

The compound from Step 1 (9 g) was treated with trifluoroacetic acid (30 mL) and water (30 mL). The trifluoacetic acid was removed in vacuo and the reaction mixture partitioned between ethyl acetate and saturated sodium bicarbonate. The organic layer was washed with saturated sodium bicarbonate (×2), brine and dried over MgSO4. The solvent was removed in vacuo to give a yellow oil which was crystallised from ethyl acetate/hexanes to give the title compound. 4.6 g 1H NMR (360, CDCl3) δ 9.97 (s, 1H), 7.38 (m, 2H), 7.20 (m, 2H), 6.80 (s, 1H), 3.95 (s, 3H).

後処理

  1. customThe trifluoacetic acid was removed in vacuo
  2. customthe reaction mixture partitioned between ethyl acetate and saturated sodium bicarbonate
  3. washThe organic layer was washed with saturated sodium bicarbonate (×2), brine
  4. dry with materialdried over MgSO4
  5. customThe solvent was removed in vacuo
  6. customto give a yellow oil which
  7. customwas crystallised from ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-787cd75cd0f34556a74a0182bef58d23
出典データセット
uspto-grants-2008_11
特許番号
US07452899B2

反応ノート

読み込み中…